co400164z_si_001.pdf (4.19 MB)
Sulfonyl Fluorides as Alternative to Sulfonyl Chlorides in Parallel Synthesis of Aliphatic Sulfonamides
journal contribution
posted on 2014-04-14, 00:00 authored by Andrey
V. Bogolubsky, Yurii S. Moroz, Pavel K. Mykhailiuk, Sergey E. Pipko, Anzhelika I. Konovets, Irina V. Sadkova, Andrey TolmachevTwo types of aliphatic sulfonyl halides
(Cl versus F) were compared
in parallel synthesis of sulfonamides derived from aliphatic amines.
Aliphatic sulfonyl fluorides showed good results with amines bearing
an additional functionality, while the corresponding chlorides failed.
Both sulfonyl halides were effective in the reactions with amines
having an easily accessible amino group. Aliphatic sulfonyl chlorides
reacted efficiently with amines bearing sterically hindered amino
group while the corresponding fluorides showed low activity.